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Residential Street Parking Pass 2 Min Walk to St George Street 5 Min Drive to State Park Beach 6 Min Drive to Anastasia Fitness/Pool/Suana/Yoga High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen and luxury bath. Immerse yourself in the rich history and vibrant culture with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base

Pub Life

We offer a quaint apartment situated over a fun and lively Irish pub that has a well-appointed bedroom with a comfortable queen bed, a separate parlor perfect for unwinding and relaxing. A private bathroom with a turn-of-the-century cast-iron claw-foot bathtub/shower. A private front porch with breathtaking sunrises over Matanzas Bay, the St. Augustine Inlet, and Atlantic Ocean. In the evening watch the town transform and come alive while you enjoy cold adult beverages sent up from downstairs.

Inviting 2/2 BR - Walk to Town

This St. Augustine apartment is right in the heart of quaint & historic downtown! This lower level apartment is furnished with a king bed in the master bedroom with a bath and a queen bed in the second bedroom with bath and is perfect for 1-4 guests. A short 5-8 minute walk allows visitors to explore the many downtown historic sites, museums & restaurants. One parking spot is available on site. There is free parking on our street (except from Nov15th-Jan11th during Nights of Lights).

Charming Old-Florida Apartment

This darling Uptown apartment is in the thick of it! Next door to fab shops/eateries -- including our own bodega, coffee shop, and taproom, plus food truck and vintage shops. Walkable to historic downtown, the fort, Bridge of Lions, and Matanzas River. Bikeable to Vilano and Anastasia State Park. And a short drive to more beaches on Anastasia Island or in Vilano. Enjoy a slice of St. Augustine typically only enjoyed by the locals, and relax in the friendly historic Abbott Tract neighborhood.

Updated Victorian apt in heart of downtown +VIEWS!

21 Orange Street is a bright and airy second story apartment with unparalleled views of historic downtown Saint Augustine and the bay front. Enjoy old world charm in our newly renovated circa 1860's home- furnished with modern and comfortable amenities! We are steps away from Saint George Street shopping, world class dining and lively bars. If you choose to spend your time here in a more relaxing way, you’ll love the spacious bedroom and our comfortable porch to take a break from it all.

Apt C - Historic St Augustine Charm and Comfort

Nestled in the historic district on a quiet street, this apartment in the trees is just a block from the start of restaurants, shops, bars and historic sites and just 3-4 miles from multiple beaches. We provide 2 beach chairs, cooler, umbrella and towels. A few amenities of this renovated apartment include a deck and massage chair designed to provide deep R&R after a day of sightseeing and beach play. Access to the apartment is via the staircase on the west side of the building.

Studio Apartment, king bed, Downtown St Augustine

High ceilings greet you at this second floor studio located in Historic Downtown St. Augustine. Originally built in 1910 and completely updated in 2023, this carriage house apartment is just two blocks from St. George St, walking distance to Flagler and all of downtown St Augustine. This studio has a full kitchen, king size bed and private patio. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

Historic Full House 2min walk to Historic Downtown

I'm a lovely old home called La Casita in historic St. Augustine. Nice to meet ya! Flagler had me built to house his crew. I’m certified historic and charming too. I'm right downtown where you need to be so close to everything you'll want to see— The fort, the lighthouse, and all the rest. I’d be delighted if you were my guest. Comfort and peace is a phone call away. Please say yes. I want you to stay. 

Cordova House ,In the historic downtown .

The "Cordova House", built in 1900, is the Victorian Secret of the Ancient City District, featuring covered balconies in front and back, a private back deck, high ceilings, modern kitchen, a Kohler 10 head shower, two indoor spa tubs and more. Hot tub on the back deck.Located in the heart of downtown, yet also has off-street parking for up to two cars (very rare). Nothing compares.

Sea Star Studio (Very Walkable + Free Parking)

Two blocks from the fort and the heart of downtown, this charming studio attached to our home has its own private entrance and tiny fenced in yard. Our driveway provides parking and is located in a quaint historic neighborhood. This bright, updated retreat is perfect for couples looking to walk to the nearby sights and is just a 10 minute drive to our nearest beach.

1900s Cottage in Heart of Town-walk everywhere!

Welcome to Groveside Cottage on the historic street of St. Augustine! In 1920s Grove Avenue was the home of several families of cigar makers and two cigar manufacturing companies. This charming cottage is a great mix of vintage and modern; you will be amused! We allow 1 dog, please message us - approval required before booking. Thank you!

SaraCasa - First Floor House 2Br/1.5Bath

Forget your worries in this spacious, serene, and comfortable property. This totally remodeled house was built in 1910 and is walking distance to literally everything in downtown St Augustine. The best part of the property is that it is walking distance to everything, but still far enough from downtown to enjoy a peaceful evening at home.